Caribbean Multihulls

Keelboat Season Championship
2025-11-23 00:00 - 2026-06-07 23:59 (America/Guadeloupe)
Grand Thornton Keelboat Season Championship in Sint Maarten

The Grant Thornton Keelboat Season Championship brings together a series of key race days organized by the Sint Maarten Yacht Club. The championship includes four official race days, with the Heineken Regatta Warm Up forming part of the series, while the Anguilla Regatta stands as a separate highlight event.

At the end of the season, the Sint Maarten Yacht Club will present the Season Championship award during the final race day prize-giving. The competition is sponsored by Grant Thornton.

2025–2026 Race Calendar

Race Day 1: Sunday, November 23, 2025

Race Day 2: Sunday, January 11, 2026

Heineken Regatta Warm Up (Race Day 3): Sunday, March 1, 2026

Anguilla Regatta (stand-alone event): Saturday–Sunday, May 23–24, 2026

Race Day 4: Sunday, June 7, 2026

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Viking Explorers Rally
2025-12-07 - 2026-02-08
Sail the Atlantic with confidence with the Viking Explorers Rally
For many sailors, crossing the Atlantic is a lifelong dream, but planning the passage can be daunting. That’s where the Viking Explorers Rally comes in. This transatlantic rally offers a supportive and friendly way to sail from Europe to the Caribbean, perfect for cruisers who want adventure without going it alone.

The rally departs each January from Las Palmas, Gran Canaria, and typically arrives in Saint Vincent and the Grenadines. It makes it an ideal choice for those dreaming of tropical anchorages and blue water sailing.

The Viking Explorers Rally is unique in its small-group, non-commercial approach. Unlike some larger rallies, this one focuses on creating a real community among participants.

The fleet is limited to around 20 to 25 boats, allowing sailors to get to know each other before, during, and after the crossing.

Organisers provide weather routing, technical support, safety checks, and social events, all designed to make the experience safer and more enjoyable. It’s perfect for families, couples, friends, and solo sailors who want to share the crossing with like-minded adventurers, but without the pressure of racing.
The perfect gateway to Caribbean cruising
The rally ends in the Caribbean, but the journey doesn’t stop there. Arriving in Saint Vincent, participants are already well-positioned to explore the Grenadines, Saint Lucia, Martinique, and beyond.

For many sailors, this is just the beginning of their Caribbean season. From here, you can follow the trade winds north or south, island-hop, and discover local cultures.

The rally also helps boats clear into customs and offers arrival support, making that first Caribbean landfall smooth and stress-free.

St Kitts Nevis islands Carnival — Sugar Mass
2025-12-12 - 2026-01-02
Are you sailing the Caribbean during the winter season? If your journey takes you near Saint Kitts & Nevis between late November and early January, don’t miss Sugar Mas, one of the most exciting and friendly carnivals in the region.
Sugar Mas is the national carnival of Saint Kitts & Nevis. The name comes from “sugar” (because sugar cane was essential in the island’s history) and “mas”, short for “masquerade”. This event mixes music, dance, costumes, and local traditions. It is a unique celebration of Caribbean culture that brings people together—locals and visitors alike.
As a sailor, Sugar Mas is a perfect opportunity to experience real island life beyond the beach. The festivities take place mostly in Basseterre, the capital of Saint Kitts, where you will find a safe and welcoming marina nearby. You can anchor your boat, walk into town, and enjoy live music, street food, parades, and traditional shows.
It’s a smaller, safer carnival than in bigger islands like Trinidad, and it’s easy to enjoy at your own pace.
Some highlights include:

J’ouvert Morning: A sunrise street party with music, dancing, and happy crowds.

Grand Parade Day: Colourful costumes, dancing groups, and amazing energy in the streets.

Calypso and Soca competitions: Discover local music styles that are full of rhythm and meaning.

Saint Kitts & Nevis is also a great stop for sailors. The waters are calm, the anchorages are beautiful, and the people are warm and helpful. You can explore both islands, taste local food, hike in nature, or just relax. If you need supplies, repairs, or fuel, you will find basic services in the main harbor.
So, if you are sailing around the Caribbean during the holiday season, think about stopping at Saint Kitts & Nevis for Sugar Mas. It’s more than a party—it’s an experience full of joy, culture, and connection.
Come for the carnival. Stay for the spirit.

Saint Lucia National Day — festival of Lights and Renewal
2025-12-13 00:00 - 23:59 (America/Guadeloupe) | Saint Lucia, Saint Lucia
The Festival of Light in Saint Lucia is an event that traditionally marks the beginning of the Christmas season on December 13th, honouring Saint Lucy, the patron saint of light. This festival symbolises the victory of light over darkness and the renewal of life.

A key tradition of the festival is the creation of lanterns, originally hung in doorways to “light the way,” which has evolved into a creative competition held in the first week of December. Participants, both youth and adults, craft lanterns from natural and recycled materials, as well as colorful papers, depicting various themes such as local culture, historical buildings, and imaginative designs.

The celebration culminates on the eve of Saint Lucia Day with the Festival of Light. The festivities include a Parade of Lanterns through Castries, accompanied by Christmas songs and dances, followed by the illumination of Derek Walcott Square and a fireworks display. Many businesses also continue the tradition of lighting up on December 13th.

In 2013, the festival introduced the Lantern Ritual, where a musical procession to the harbour, led by traditional masqueraders, sets paper lanterns afloat on the water, carrying the wishes and prayers of the patrons for the season and beyond.

Round Barbados Sailing Week
2026-01-15 - 2026-01-22
A historic and evolving sailing event
Round Barbados Sailing Week is a key event in the Caribbean sailing calendar, taking place every January. It draws sailors from around the world for a mix of competitive racing and leisurely sailing.

Before the pandemic, it regularly attracted 40 to 60 boats for races like the Mount Gay Round Barbados Race. Recently, the event has grown to include more activities such as dinghy races, kiteboarding, and wing foiling, making it appealing to a wider audience.

Participation is increasing, with 22 yachts in 2024 and 28 in 2025, and expectations for over 30 yachts in 2026.
Round Barbados racing and activities
The week features several races, including the challenging Mount Gay Round Barbados Race, which takes sailors around the island. This race is known for its excellent sailing conditions, thanks to steady trade winds and beautiful coastal scenery.

Additionally, there is the Rum to Spice Regatta, which starts in Barbados and ends in Grenada, linking up with Grenada Sailing Week. This adds an extra adventure for those looking to extend their journey.

Round Barbados Sailing Week also offers a chance to experience the local culture and enjoy the island’s famous hospitality. The event includes social gatherings and beach parties, providing a relaxed atmosphere off the water.

Mount Gay Round Barbados Race
2026-01-21 08:00 - 18:00 (America/Halifax)
The Mount Gay Round Barbados Race is a key event during Round Barbados Sailing Week, typically held in January. Here’s a brief overview of the race:

Course and distance: Yachts circumnavigate the island clockwise, starting from the West Coast of Barbados, covering approximately 90 miles.
Sailing conditions: The race is known for its constant trade winds and excellent sailing conditions.
Starting and ending point: The race begins and ends at the Barbados Cruising Club.
Route highlights:

Boats sail through historic Carlisle Bay.
Pass the Bridgetown deep water harbour to starboard.
Navigate a 20-mile stretch of calm water along the West Coast, passing luxurious homes and towns like Holetown and Speightstown.
Round the northern tip of the island by midday, facing the open Atlantic on the East Coast.
Tackle a challenging 10-mile leg with tricky currents, shifting winds, and large waves.
Sail a 20-mile stretch, maximising speed to clear Bathsheba around 1 pm and later East Point.
Enjoy an 18-mile downwind run along the South Coast, passing Oistens, Rockley, and Worthing between 2 pm and 4 pm.
Finish by navigating around the island’s Southwest corner back to Carlisle Bay.

Grenada Sailing Week
2026-01-25 00:00 - 2026-01-30 23:59 (America/Grenada) | Carriacou
Grenada Sailing Week programme

Grenada Sailing Week features six days packed of racing and shoreside celebrations across Grenada and Carriacou.

The event will open in Carriacou with a skippers briefing and opening party, also serving as the finish line for the Rum to Spice feeder race from Barbados. From there, the action unfolds:

Race Day 1: A coastal race Around Carriacou

Race Day 2: A longer offshore challenge from Carriacou to Grenada

Lay Day: While most crews take a break, Light Keel Boats will take center stage

Race Days 4 & 5: Intense around-the-cans racing off Grenada’s south coast

Beyond the competition, the regatta is known for its welcoming community vibe – expect lively dockside gatherings, cold drinks, and performances from local bands.

A bit of history behind the Grenada Sailing Week

Originally part of the Grenada Sailing Festival in 1993, the keelboat regatta evolved into its entity in 2012, rebranded as Grenada Sailing Week by a group of dedicated sailors and industry leaders.

Since then, it has grown into a respected fixture on the regional sailing calendar, attracting a diverse fleet and showcasing the natural beauty of Grenada’s tri-island state.

Grenada Sailing Week

Manhattan Yacht Club Trophy
2026-01-31 00:00 - 23:59 (America/Guadeloupe)
If you’re sailing around the BVIs in winter, there’s one event that always brings a smile to the local fleet: the Manhattan Yacht Club Trophy.

Born in 2002 as a gift from the Manhattan Yacht Club, this little regatta has grown into a tradition. The trophy itself is a miniature Statue of Liberty, for the friendship between New York sailors and the BVI.

Every year, the Royal BVI Yacht Club, the West End Yacht Club, and—since 2016—the MYC jump in for a friendly showdown on the water.

This isn’t the sort of race where elbows are out and tempers flare. It’s all about good vibes, camaraderie, and enjoying a day on the water with sailors who love the sport as much as you do.

Carnaval de Saint Martin
2026-02-07 - 2026-02-18
If you are sailing the Caribbean between February and March, the French side of Saint-Martin offers a colourful and joyful experience: Carnaval de Saint-Martin. It is a great reason to stop your boat and enjoy the local culture during your cruise.
Carnaval in Saint-Martin is full of energy, music, dancing, and tradition. The celebration lasts for several weeks, but the big events usually happen in the two weeks before Ash Wednesday (start of Lent). The main town of Marigot becomes the centre of fun, with parades, concerts, and street food every day and night.
What makes Carnaval de Saint-Martin special?

French-Caribbean mix: The carnival mixes French traditions with African, Creole, and Caribbean influences. This creates a unique style, with colourful costumes and powerful rhythms.

Day and night events: You can enjoy family-friendly parades during the day and lively street parties at night.

Cultural shows: Dance groups, steel bands, and traditional music fill the streets. It’s a great way to discover the island’s identity.

“Grand Parade” and “Burning of King Vaval”: These are the two biggest moments. The Grand Parade is full of beauty and sound, and the symbolic “burning” of King Vaval closes the carnival with emotion and meaning.

For sailors, Saint-Martin is an ideal stop. There are safe and modern marinas on both the French and Dutch sides of the island: Marina Fort Louis, Princess Port de Plaisance, Lagooon Marina, Simpson Bay Yacht Club…).
Marigot Bay, on the French side, is close to the carnival action. You can anchor your boat and walk into town to enjoy the shows. Shops, French bakeries (Sarafina in Marina Royale is an institution), marine services, and markets are easy to reach.
During the carnival, local people are welcoming and happy to share their traditions. It’s a great chance to meet islanders and other travelers in a friendly atmosphere.
So if you are cruising the Caribbean in early spring, make Saint-Martin one of your stops.
Drop anchor, follow the drums, and enjoy the spirit of Saint-Martin “The friendly island“!

RORC Caribbean 600 Race departure
2026-02-23
The RORC Caribbean 600 Race is an annual sailing regatta that takes place in the Caribbean.
Organised by the Royal Ocean Racing Club, it attracts sailors from around the world. The race starts and finishes in Antigua, covering a 600-nautical-mile course around various Caribbean islands.

RORC Caribbean 600 map
The race is known for its challenging and scenic route, which takes competitors around various Caribbean islands, offering competitors a mix of tactical sailing and beautiful views.
It typically features a variety of boats, from professional racing yachts to amateur crews, all competing in the warm waters of the Caribbean.
The RORC Caribbean 600 is celebrated for its competitive spirit and camaraderie, making it a highlight of the Caribbean sailing calendar. It provides a unique opportunity for sailors to test their skills in a tropical setting.

Jamaica Food and Drink Festival
2026-03-05 00:00 - 2026-03-08 23:59 (America/Guadeloupe)
The Jamaica Food and Drink Festival is an annual culinary event held in Kingston, Jamaica. It celebrates the island’s vibrant food scene with a variety of activities, including tastings, cooking demonstrations, and live music.

The festival features local and international chefs, showcasing traditional Jamaican dishes alongside innovative culinary creations. Attendees can enjoy everything from spicy jerk chicken to tropical fruits and Jamaican rum. The event also highlights local artisans and offers a cultural experience with crafts and entertainment.

St Barths Bucket Regatta
2026-03-12 00:00 - 2026-03-15 23:59 (America/Guadeloupe) | St Barths i
St Barths Bucket Regatta

The St Barths Bucket Regatta is the world’s premier superyacht sailing event, bringing together the finest sailing superyachts, their owners, crews, and guests in a celebration of camaraderie and competition. Held in Saint Barthélemy, it preserves the original spirit of fun, non-commercial racing conceived for the sheer pleasure of sailing large yachts amongst like-minded individuals.​

The island of Saint Barthélemy, a French Overseas Collectivity, offers a perfect venue with its white-sand beaches, consistent trade winds, and historic Gustavia harbour. First inhabited by Arawak and Carib peoples, it passed through French, Swedish, and pirate influences before becoming a jet-set haven in the 20th century, drawing luminaries and cementing its allure as a glamorous yachting destination.​

Today, the regatta remains invitation-only, inviting owners who share its values of seamanship, fair play, and social fellowship. Organisers act as stewards of this tradition, ensuring the event stays true to its roots amid evolving yacht technology and fleet sizes.

St Maarten Carnival
2026-03-14 00:00 - 2026-05-05 23:59 (America/Guadeloupe)
Sint Maarten Carnival

BVI Spring Regatta and Sailing Festival
2026-03-23 00:00 - 2026-03-29 23:59 (America/Guadeloupe)
BVI Spring Regatta and Sailing Festival

The BVI Spring Regatta is an annual sailing event that draws competitors and enthusiasts to the British Virgin Islands each March. Hosted around Tortola and nearby cays, it includes offshore races, coastal courses, and pursuit-style events that use the islands’ waters, trade winds, and landscapes, while bringing together sailors of different skill levels and boat classes. Whether competing in the IC24 fleet or joining post-race gatherings in Road Town and other locations, the regatta offers a mix of yachting and island life.

Bequia Easter Regatta, St Vincent & the Grenadines
2026-03-28 00:00 - 2026-04-06 23:59 (America/Guadeloupe)
Bequia 2026 Easter Regatta

St Thomas International Regatta
2026-04-03 00:00 - 2026-04-05 23:59 (America/Guadeloupe)
St Thomas International Regatta

The St. Thomas International Regatta, dubbed the “Crown Jewel of the Caribbean,” draws yachtsmen and yachtswomen from across the globe to the U.S. Virgin Islands for a weekend of competition. For many, it blends top-tier racing with a family holiday, forging an annual pilgrimage thanks to the exceptional conditions and fierce yet friendly rivalry.

Launched in 1974 by visionaries like Lee Kelbert, the regatta was born to showcase St. Thomas’s world-class sailing venue, backed by the storied St. Thomas Yacht Club—founded in 1964—which has nurtured Olympic medallists such as Peter Holmberg and nurtured a powerhouse junior programme with national champions and world-ranked racers.

St Thomas Carnival 2026
2026-04-05 00:00 - 2026-05-02 23:59 (America/Guadeloupe)
Saint Thomas Carnival 2026

Antigua and Barbuda International Kite Festival
2026-04-06 00:00 - 23:59 (America/Guadeloupe)

Antigua Racing Cup
2026-04-09 00:00 - 2026-04-12 23:59 (America/Guadeloupe)
Antigua Racing Cup

The Antigua Racing Cup caters specifically to performance-driven sailors, with courses, timings, and management fine-tuned for competitive equity and speed.

Set against Antigua’s south coast—where reliable trade winds and striking coastal scenery create an ideal racing arena—competitors converge at Nelson’s Dockyard, the UNESCO-listed hub serving as both operational base and lively social heart.

Here, intense on-water action gives way to spirited shore-side events, award ceremonies, and displays of the island’s seafaring traditions, striking a balance between rivalry and community.

JAMAICA Carnival 2026
2026-04-10 00:00 - 2026-04-12 23:59 (America/Guadeloupe)
Carnival in Jamaica

Carnival in Jamaica blends tailgate parties, live concerts, dance sessions, and so much more into one vibrant celebration. The energy really builds in the week leading up to the road parade, as the island shifts into high gear for the grand finale. Festivities light up Ocho Rios and Montego Bay, before the biggest moments take over the streets of Kingston.

This Caribbean carnival is an unforgettable burst of color, music, food, and pure Caribbean vibes you won’t want to miss.

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Grenada Music Festival - Reggae Fest
2026-04-11 00:00 - 23:59 (America/Guadeloupe)
Grenada Reggae Music Festival

Vincy Mas
2026-04-12 00:00 - 2026-07-12 23:59 (America/Guadeloupe)
Programme of the Vincy Mas

2026 Vincy Mas programme – Saint Vincent and the Grenadines

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Antigua Classic Yacht Regatta
2026-04-15 00:00 - 2026-04-20 23:59 (America/Guadeloupe)
Antigua Classic Yacht Regatta

In the 1960s, classic yachts chartering in English Harbour challenged each other to informal races to Guadeloupe at season’s end, leading to the formation of Antigua Sailing Week in 1967.

Over the next decades, modern racing yachts outnumbered the classics, prompting captains Uli Pruesse and Kenny Coombs to launch the Antigua Classic Yacht Regatta in 1987 after a meeting aboard the schooner Aschanti of Saba.

The event has since grown with support from a dedicated committee and notable participants, such as Elizabeth Meyer’s refitted Endeavour and Baron Edmond de Rothschild’s Spirit of St Kitts in 1991.

Early sponsor CSR introduced the Concours d’Élégance, gaining wider attention through Boat International Magazine.

International Multihull Show — La Grande Motte
2026-04-22 00:00 - 2026-04-26 23:59 (America/Halifax) | La Grande Motte, Vieux Port, La Grande Motte, France
Join us at the International Multihull Show in La Grande Motte, the world’s premier event dedicated to multihull boats. This is your opportunity to explore a vast range of models from various brands and discover the latest announcements in multihull innovation.
Meet Caribbean Multihulls to visit Fountaine Pajot sailing catamarans and Fountaine Pajot yachts. Discuss your Caribbean sailing and circumnavigation plans with our team, explore different models, and learn about equipment and financing options. Don’t miss out on the chance to find the perfect catamaran for your adventures.
Fountaine Pajot catamarans displayed at the show:

FP 41
FP 44
Aura 51
Samana 59

Make an appointment for a VIP visit:

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Antigua Sailing Week
2026-04-22 00:00 - 2026-04-26 23:59 (America/Guadeloupe)
Antigua Sailing Week

The Antigua Classic Yacht Regatta offers a cruise-or-race format around Antigua, with a different overnight stop each evening. The point-to-point itinerary circles sections of the coastline daily, visiting spots like Nonsuch Bay, Little Jumby Bay, and Ffryes Beach before returning to English Harbour, using simple race courses, optional spinnakers, and the CSA Simplified Rating system.

It focuses on liveaboard monohulls, multihulls, and cruising boats, making it ideal for bareboats.

Governor's Cup Race
2026-04-25 00:00 - 23:59 (America/Guadeloupe)
Governor’s Cup Race – Royal BVI Yacht Club

Antigua - Bermuda Race
2026-04-28 00:00 - 2026-05-09 23:59 (America/Guadeloupe)
The 935-nautical-mile ocean race is organized by the Royal Bermuda Yacht Club in partnership with Antigua Sailing Week, with support from the Bermuda Tourism Authority, Goslings Rum, and Fairhaven Shipyard. Designed to welcome a wide range of yachts and crews, this Caribbean regatta combines competitive offshore sailing with memorable celebrations in both Antigua and Bermuda.

After departing Antigua, the fleet sails past Barbuda before heading offshore, remaining out of sight of land until reaching Bermuda. Covering nearly 1,000 miles across the tropical Atlantic, the race offers a true blue-water experience. Competitors can expect steady reaching conditions, warm ocean swells, and unforgettable nights under a star-filled sky.

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Saint Lucia Jazz and Arts Festival
2026-04-30 00:00 - 2026-05-10 23:59 (America/Guadeloupe)
The Saint Lucia Jazz & Arts Festival is an annual event held in Saint Lucia, featuring jazz, R&B, and Calypso music, along with art exhibitions and cultural performances.

It takes place and of April – early May, transforming the city of Castries into a vibrant cultural hub. The festival includes performances by local and international artists, community jazz events, and various cultural activities, making it a key event in the Caribbean’s cultural calendar.

Saint Lucia La Rose Flower FestivaL
2026-04-30 00:00 - 2026-05-10 23:59 (America/Guadeloupe)
La Rose Flower Festival is an annual cultural event in Saint Lucia, celebrating the island’s rich heritage and the significance of the rose flower.

This festival features vibrant parades, traditional music, and dance performances. Participants adorn themselves in colourful costumes, often incorporating roses, and compete in various cultural presentations.

The event is a lively display of Saint Lucian folklore and community spirit, attracting both locals and visitors. It is one of two major flower festivals on the island, the other being La Marguerite, and it plays a significant role in preserving the cultural traditions of Saint Lucia.

Antigua and Barbuda Culinary Month
2026-05-01 00:00 - 2026-05-31 23:59 (America/Guadeloupe)
Antigua and Barbuda Culinary Month is a vibrant celebration of the islands’ rich food culture, inviting visitors to discover local flavors. Set against the backdrop of turquoise waters and warm Caribbean breezes, this annual event highlights the creativity and heritage of Antiguan and Barbudan cuisine.

Restaurants, chefs, and food lovers come together to showcase a diverse culinary scene shaped by history and local ingredients. From traditional dishes to modern interpretations, the month offers a unique opportunity to taste the essence of the islands while meeting the people behind the cuisine.

More than just a food festival, Culinary Month reflects the spirit of Antigua and Barbuda: welcoming, diverse, and deeply connected to its culture. Whether dining by the sea or exploring local specialties, it’s an experience that goes beyond the plate.

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